Ever since I spent a semester of college on Martha’s Vineyard I knew I wanted to return. It’s one of the largest islands in the U.S. off the coast of Massachusetts and there’s a reason many of the rich and famous continue to call it home. The Vineyard boasts incredibly private beaches that, in my opinion, rival the West Coast (or at the very least, make you feel like you’re on Canada’s Prince Edward Island).

It took me 12 years to make it back to the Vineyard – but James and I decided that our 10th wedding anniversary gave us the perfect opportunity to make a (long overdue) return visit.

Getting There


Since I had lived there in the off-season, I wasn’t sure what to expect in the month of May when we booked the trip (From June to September, the island is known to be an incredibly popular spot for tourists). Lucky for us and without any trouble, we found a great little post and beam cabin in the town of Chilmark on Airbnb and booked the ferry at the port in Woods Hole, MA (Note: it’s about $160 round trip to transport a car and 2 adults to the island). The cabin turned out to be the perfect place to relax and I’d visit again in a heartbeat. Take a tour of the cabin below and then reserve it for your own trip right here. Tell John and Maureen we sent you!

Since it was James’ first time on the island and I had spoken so highly of it, I was a bit nervous that he wouldn’t share my love for the Vineyard. James is a huge fan of the West Coast and he still talks about the sights we took in when we drove the Pacific Coast Highway back in 2010. Thankfully, my fears were quickly eased when he saw how beautiful it was. The Vineyard beaches are unlike any East Coast beaches I’ve seen (sorry, New Jersey) – but don’t take my word for it, you’ll have to see them all for yourself.

If you’re looking for incredible private beaches, amazingly fresh seafood, quaint and picturesque towns to explore, natural beauty, life without commercial stores, and peace and quiet, Martha’s Vineyard is the place to go. Want to know what else we did while we were there? Don’t miss our post on the Top Ten Things to Do on Martha’s Vineyard. It explains where to go to see these guys: